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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666271Generated: October 30, 2026

Potassium Hydroxide → 8-ethyl-6-(1H-imidazol-5-yl)-4-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-imine

https://huagongshe.com/reaction/1666271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant2-(1H-imidazol-5-yl)acetonitrileHCID 571973—
Reactant1,1-Dimethylethyl 2-[8-ethyl-2-(ethylamino)-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl]-1H-pyrrole-1-carboxylateHCID 16124360—
Reactant4-(Ethylamino)-6-methyl-2-(methylthio)pyrimidine-5-carbaldehydeHCID 57606953—
SolventEthanolHCID 702—
Product8-ethyl-6-(1H-imidazol-5-yl)-4-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-imineHCID 57606968—

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution of potassium hydroxide (0.139 g, 2.48 mmol) in absolute ethanol (3.0 mL) was added to a pressure tube charged with 4-(ethylamino)-6-methyl-2-(methylthio)pyrimidine-5-carbaldehyde (0.229 g, 1.08 mmol), prepared using procedures similar to those described for Intermediate 1, and 2-(1H-imidazol-5-yl)acetonitrile (0.174 g, 162 mmol) and heated to 70° C. After 12 h, the reaction was allowed to cool to room temperature and concentrated in vacuo affording 8-ethyl-6-(1H-imidazol-5-yl)-4-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-imine as a solid. The product was used in the subsequent step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044062B2
Source datasetuspto-grants-2011_10
ORD IDord-be032dab5c4644bf889b9feee44a728b
Source noteuspto-grants-2011_10